View 8 Bridle Lane Chester, NY MLS# 1036394
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$495,000
4

Beds

1.1

Baths

1,820

Sq.Ft.

8 Bridle Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 94 Booth Road Chester, NY MLS# 1050173
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    1 of 28
    $485,000
    3

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    2.1

    Baths

    2,441

    Sq.Ft.

    94 Booth Road

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 21 Trotting Drive Chester, NY MLS# 1030740
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    1 of 49
    $475,000
    3

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    2.0

    Baths

    1,624

    Sq.Ft.

    21 Trotting Drive

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 32 Surrey Road Chester, NY MLS# 1040785
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      1 of 39
      $475,000
      4

      Beds

      1.1

      Baths

      1,820

      Sq.Ft.

      32 Surrey Road

      Chester, NY

      Courtesy of EXP REALTY
      View 63 Hubshop Road Chester, NY MLS# 1039933
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        1 of 19
        $459,000
        4

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        2.1

        Baths

        2,060

        Sq.Ft.

        63 Hubshop Road

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 1367 Kings Highway Chester, NY MLS# 1036770
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          $440,000
          3

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          1.1

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          1,728

          Sq.Ft.

          1367 Kings Highway

          Chester, NY

          Courtesy of GREENE REALTY GROUP
          View 70 Main Street Chester, NY MLS# 1034449
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            1 of 27
            $419,000
            3

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            1.2

            Baths

            1,357

            Sq.Ft.

            70 Main Street

            Chester, NY

            Courtesy of CURASI REALTY, INC.
            View 66 Whitetail Run Chester, NY MLS# 1033721
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              1 of 50
              $399,999
              3

              Beds

              1.1

              Baths

              1,500

              Sq.Ft.

              66 Whitetail Run

              Chester, NY

              Courtesy of HOWARD HANNA RAND REALTY
              View TBD Rt-17M Chester, NY MLS# 1059544
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              $399,999
              30,000

              Sq.Ft.

              TBD Rt-17M

              Chester, NY

              Courtesy of EREALTY ADVISORS, INC
              View 4114 Whispering Hills Chester, NY MLS# 1027245
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                1 of 29
                $389,900
                3

                Beds

                2.0

                Baths

                1,393

                Sq.Ft.

                4114 Whispering Hills

                Chester, NY

                Courtesy of COLDWELL BANKER REALTY
                View 7 Hambletonian Avenue Chester, NY MLS# 964090
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                  1 of 26
                  $379,900
                  2

                  Beds

                  1.0

                  Baths

                  1,026

                  Sq.Ft.

                  7 Hambletonian Avenue

                  Chester, NY

                  Courtesy of HOMESMART HOMES & ESTATES
                  View 260 Gibson Hill Road Chester, NY MLS# 1044316
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                    1 of 22
                    $374,900
                    3

                    Beds

                    1.1

                    Baths

                    1,644

                    Sq.Ft.

                    260 Gibson Hill Road

                    Chester, NY

                    Courtesy of KELLER WILLIAMS REALTY
                    View 4704 Whispering Hills Chester, NY MLS# 1038636
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                      1 of 19
                      $370,000
                      3

                      Beds

                      2.1

                      Baths

                      1,331

                      Sq.Ft.

                      4704 Whispering Hills

                      Chester, NY

                      Courtesy of SAHAGIAN REALTY LLC
                      View 90 Odyssey Drive Chester, NY MLS# 1067328
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                      1 of 19
                      $365,000
                      0.0

                      Baths

                      222,156

                      Sq.Ft.

                      90 Odyssey Drive

                      Chester, NY

                      Courtesy of RE/MAX TOWN & COUNTRY
                      View 3409 Whispering Hills Chester, NY MLS# 1032618
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                        1 of 24
                        $360,000
                        3

                        Beds

                        2.1

                        Baths

                        1,331

                        Sq.Ft.

                        3409 Whispering Hills

                        Chester, NY

                        Courtesy of HOWARD HANNA RAND REALTY
                        View 2522 Whispering Hills Chester, NY MLS# 1027103
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                          1 of 35
                          $355,000
                          3

                          Beds

                          2.1

                          Baths

                          1,331

                          Sq.Ft.

                          2522 Whispering Hills

                          Chester, NY

                          Courtesy of HOWARD HANNA RAND REALTY
                          View 2921 Whispering Hills Chester, NY MLS# 1043986
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                            1 of 42
                            $354,900
                            3

                            Beds

                            2.1

                            Baths

                            1,331

                            Sq.Ft.

                            2921 Whispering Hills

                            Chester, NY

                            Courtesy of ARC REALTY 1 IN SALES
                            View 2 Virginia Lane Chester, NY MLS# H6215339
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                              1 of 4
                              $350,000
                              0.0

                              Baths

                              235,224

                              Sq.Ft.

                              2 Virginia Lane

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY
                              View 3414 Whispering Hills Chester, NY MLS# 974398
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                              $349,999
                              3

                              Beds

                              2.0

                              Baths

                              1,316

                              Sq.Ft.

                              3414 Whispering Hills

                              Chester, NY

                              Courtesy of KW HUDSON VALLEY UNITED
                              View 492 Black Meadow Road Chester, NY MLS# 1002697
                                Save 492 Black Meadow Road Chester, NY MLS# 1002697
                                1 of 18
                                $349,000
                                0.0

                                Baths

                                2,003,760

                                Sq.Ft.

                                492 Black Meadow Road

                                Chester, NY

                                Courtesy of EXP REALTY

                                About Chester

                                Listings in Chester, NY

                                99

                                Estimated median home price

                                $675,000
                                Chester NY Homes for Sale & Properties

                                Weichert Realtors is one of the nation's leading providers of Chester, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, NY.

                                Homes for Sale by Price in Chester, NY

                                PriceCount
                                $0 - 100K1
                                $100K - 200K0
                                $200K - 300K10
                                $300K - 400K17
                                $400K - 500K11
                                $500K - 600K6
                                $600K - 700K10
                                $700K - 800K17
                                $800K - 900K11
                                $900K - 1M7
                                $1M - Max9

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family71
                                Townhouse0
                                Condo16
                                Commercial6
                                Rental29
                                Lots and Land4
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family2
                                Mobile Home0
                                Farms0

                                (Data as of 10/28/2026)

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                                Information deemed reliable but not guaranteed.

                                The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

                                The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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